Controlled release of antifungal volatiles of thyme essential oil from β-cyclodextrin capsules

C. L. del Toro-Sánchez, J. F. Ayala-Zavala, L. Machi, H. Santacruz, M. A. Villegas-Ochoa, E. Alvarez-Parrilla, G. A. González-Aguilar

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111 Scopus citations

Abstract

Thyme essential oil (TO) is a good antimicrobial agent, however, its high volatility and reactivity limits its application as food preservative. β-cyclodextrin (β-CD) is able to encapsulate organic molecules, forming host-guest complexes with hydrophobic and volatile molecules such as TO constituents, controlling volatility and reactivity. In addition, controlled released of the β-CD trapped compounds could be possible by exposing the capsules to high relative humidity (RH). With this in mind, the controlled release of antifungal volatiles throughout exposure of TO:β-CD capsules to high relative humidity was studied. Thymol (TOL) was the major constituent of TO, detected by gas chromatography before and after encapsulation. Capsules of the 8:92 ratio (TO:β-CD) showed the highest TOL content. Hydrogen bonds and hydrophobic interactions were detected between the oil constituent and β-CD by IR and 1H NMR spectroscopy. During moisture sorption, the TO capsules showed a lower water uptake compared with free β-CD. Similar behavior was observed during water desorption. In all cases, a hysteresis process was observed when comparing sorption and desorption isotherms. At high RH, TOL is displaced and almost 76% is released to the headspace. The growth of Alternaria alternata was inhibited significantly by the addition and exposure to TO:β-CD as measured by both the agar dilution and the headspace method, respectively. Therefore, the encapsulation of antifungal volatile compounds as TO in β-CD, could be an alternative to control the release of natural antimicrobials that can be of interest to the agricultural area.

Original languageEnglish
Pages (from-to)431-441
Number of pages11
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Volume67
Issue number3
DOIs
StatePublished - Aug 2010

Bibliographical note

Funding Information:
Acknowledgements Special appreciation to the Mexican Council of Science and Technology (CONACYT project 6457) for financial support to carry out this research.

Keywords

  • Antifungal
  • Capsules
  • Controlled release
  • Thyme oil
  • β-cyclodextrin

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